(S)-1-(((S)-1-(benzyloxy)-2-oxoazepan-3-yl)amino)-1-oxodecan-3-yl N6-(benzyloxy)-N6-formyl-N2-((S)-2-(2-hydroxyphenyl)-4,5-dihydrooxazole-4-carbonyl)-L-lysinate | 1309781-87-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-1-(((S)-1-(benzyloxy)-2-oxoazepan-3-yl)amino)-1-oxodecan-3-yl N6-(benzyloxy)-N6-formyl-N2-((S)-2-(2-hydroxyphenyl)-4,5-dihydrooxazole-4-carbonyl)-L-lysinate
• CAS: 1309781-87-0
• 化学式: C₄₇H₆₁N₅O₁₀
• 分子量: 856.029
• InChiKey: GEEPBFZLFYMZGC-VENZBCCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  62.0
• 可旋转键数：
  26.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  185.4
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (S)-1-(((S)-1-(benzyloxy)-2-oxoazepan-3-yl)amino)-1-oxodecan-3-yl N6-(benzyloxy)-N6-formyl-N2-((S)-2-(2-hydroxyphenyl)-4,5-dihydrooxazole-4-carbonyl)-L-lysinate 在 palladium on carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以93%的产率得到[(3S)-1-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-1-oxodecan-3-yl] (2S)-6-[formyl(hydroxy)amino]-2-[[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]hexanoate
  参考文献：
  名称：

  Syntheses and studies of amamistatin B analogs reveals that anticancer activity is relatively independent of stereochemistry, ester or amide linkage and select replacement of one of the metal chelating groups

  摘要：

  A series of analogs of the amamistatin natural products was designed and synthesized to facilitate additional anticancer structure-activity relationships. The results indicate that the anticancer activity is relatively independent of stereochemistry, ester or amide linkage and replacement of the oxazoline/oxazole based iron-binding group with a catechol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.084
• 作为产物：
  描述：

  在 4-二甲氨基吡啶 、 N-羟基-7-氮杂苯并三氮唑 、 2,4,6-三氯苯甲酰氯 、 氢溴酸 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 34.0h， 生成 (S)-1-(((S)-1-(benzyloxy)-2-oxoazepan-3-yl)amino)-1-oxodecan-3-yl N6-(benzyloxy)-N6-formyl-N2-((S)-2-(2-hydroxyphenyl)-4,5-dihydrooxazole-4-carbonyl)-L-lysinate
  参考文献：
  名称：

  Syntheses and studies of amamistatin B analogs reveals that anticancer activity is relatively independent of stereochemistry, ester or amide linkage and select replacement of one of the metal chelating groups

  摘要：

  A series of analogs of the amamistatin natural products was designed and synthesized to facilitate additional anticancer structure-activity relationships. The results indicate that the anticancer activity is relatively independent of stereochemistry, ester or amide linkage and replacement of the oxazoline/oxazole based iron-binding group with a catechol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.084